Cholic-acid formaldehyde condensation product.



. ble in alkali or insoluble in it.

is extracted with a UNITED STATES PATENT orrrcr.

EBICH BIETZ, OEELBERFELD, GERMANY, QASSIGNOR T0 SYNTHETIC PATENTS GO.INC.,

OF NEW YORK, N. Y., A CORPORATION OF NEW YORK.

CHOLIC-ACID FORMALDEHYDE CONDENSATION PRODUCT.

To all whom it may concern:

Be it known that I, Exxon Rm'rz, doctor of philosophy, chemist, citizenof the German Empire, residing at Elberfeld, Germany, have invented newand useful Improvements in Cholic-Acid Formaldehyde CondensationProducts, of which the follo ing is a specification.

I have found that new and therapeutically valuable preparations can beobtained by treating cholic acid (C I-1 0 with an activemethylene-containing substance such as formaldehyde or its polymers.

, The new preparations are whitish powders soluble in alcohol andglacial acetic acid. They have proved to be valuable remediescharacterized by their property of disinfecting the bile by splittingofl formic aldehyde in it.

According to the duration of the reaction products are obtained whichare either solu- They form salts with metals. At first the alkaliinsoluble condensation products result which are converted into thealkali soluble products by a further action of the formic aldehyde. Theproducts insoluble in alkali are tasteless.

y new products are chemically most probably products of condensation'ofthe formic aldehyde with the cholic acid with separation of one orseveral molecules of water.

In order to illustrate the new' process more fully the followingexamples are given, the parts being by weight:

Example 1 The alkali insoluble compound can be obtained asfollows :40parts of cholic acid are intimately mixed with 6 parts ofparaformaldehyde and the mixture .is heated in an open vessel to 160 170 C. during half an hour. In order to remove unchanged cholic acid themass of the reaction dilute soda solution, it is dissolved in alcoho,the solution is filtered and is introduced into 2000 Specification ofLetters Patent.

parts of ice, water. 1 The resultingproduct is after being Patented Jan.23, 1917.

Application filed December 29, 1914'. Serial No. 879,516.

dried and pulverized a whitish tasteless powder,-melting at about 1700., soluble in alcohol and glacial acetic acid and soluble withdifiiculty in benzene.

Example 2: The alkali soluble product can be obtained by mixing 100parts of cholic acid with parts of paraformaldehyde. The resultingmixture is then heated to 170190 O. in an open vessel during two hours.After cooling the mass of the reaction is dissolved in alcohol, thesolution is filtered and introduced into 2000 parts of ice-Water. Theprecipitate is a whitish owder melting at about 140 C. It is so uble inalcohol and glacial acetic acid. Barium chlorid precipitates from itssolution in dilute ammonia the barium salt as a white I powder.

I claim l. The herein described new and therapeutically valuablesubstances being chemically condensation products of cholic acid and anactive methylene-containing substance, said substances being soluble inalcohol, substantially as described.

2. The herein described new and therapeu-- tically valuable productsbeing chemically formic alde-- compounds of cholic acid and hyde whichare whitish powders soluble in alcohol and glacial acetic acid,substantially as describe I 3. The herein described new andtherapeutically valuable product being chemically a compound of cholicacid and formic aldeliyde which is a whitish powder soluble in alkali,alcohol and glacial acetic acid, melting at about 140 (3., substantiallyas described.

In testimony WhereofI have hereunto set my hand in the presence of twosubscribing witnesses.

ERICH RIETZ. [1,. s.] Witnesses:

, .HE ENE I ALBERTNUTER. u

